[MerDABCO-SO3H]Cl catalyzed synthesis, antimicrobial and antioxidant evaluation and molecular docking study of pyrazolopyranopyrimidines

RETRACTED: Synthesis of Bioactive Yttrium-Metal–Organic Framework as Efficient Nanocatalyst in Synthesis of Novel Pyrazolopyranopyrimidine Derivatives and Evaluation of Anticancer Activity

“…The most important method of synthesis of Pyrazolopyranopyrimidines is the use of four-component reactions of aldehyde derivatives, barbituric acid, ethyl acetoacetate, and hydrazine hydrate under different conditions. Reports such as the use of amine-functionalized with polymer compounds ( Avudaiappan et al, 2020 ), ZnO nanoparticles ( Heravi and Daraie, 2016 ), DABCO ( Heravi et al, 2014 ), ionic liquid ( Patil et al, 2021 ), and magnetic nanoparticles ( Honari et al, 2021 ) for synthesis of pyrazolopyranopyrimidine derivatives has been carried out.…”

Recent advancements in the multicomponent synthesis of heterocycles integrated with a pyrano[2,3-d]pyrimidine core

“…The previous multicomponent synthesis was developed by Patil et al 114 through the utility of catalytic sulfonic acid functionalized 1,4-diazabicyclo[2.2.2]octane supported on Merrifield resin “[MerDABCO-SO 3 H]Cl”. Thus, one-pot four-component EAA, hydrazine, aryl aldehydes, and barbituric acid in water under catalytic and heating conditions afforded the desired dihydropyrazolo-pyranopyrimidine-diones 33 ( Scheme 22 ).…”

“…Thus, one-pot four-component EAA, hydrazine, aryl aldehydes, and barbituric acid in water under catalytic and heating conditions afforded the desired dihydropyrazolo-pyranopyrimidine-diones 33 ( Scheme 22 ). In this research study, 114 the antioxidant, and antimicrobial activities of these compounds by DPPH˙, and agar well diffusion methods, respectively, were assessed. Accordingly, compounds 33b (Ar = 4-NO 2 -C 6 H 4 , 98.38%), 33g (Ar = 3-NO 2 -C 6 H 4 , 90.32%), 33i (Ar = –CH CH–C 6 H 4 , 90.32%), and 33j (Ar = 2-OH, 5-NO 2 -C 6 H 3 , 89.08%) displayed the most potent antioxidant scavenging relative to ascorbic acid.…”

Insights into the recent progress in the medicinal chemistry of pyranopyrimidine analogs

“…Thus, the transformation of enaminonitrile "pyranopyrimidines" into the tricyclic systems (compounds 41a-g) "pyranodipyrimidine" is beneficial for enhanced antimicrobial results since this transformation introduced antibacterial pharmacophore sites that are responsible for improved biological profiles. 72 Patil et al 73 developed the synthesis of tricyclic pyrazolopyranopyrimidine-diones 42a-j (Scheme 11) by the action of the [MerDABCO-SO 3 H]Cl catalyst "prepared from Merrifield resin, 1,4-diazabicycloij2.2.2]octane, and sulfonic acid". The reactions were achieved in a one-pot procedure to improve the product yields using a green procedure.…”

“…7 and Scheme 11) was estimated by the DPPH˙assay. 73 The results verified the potent activities recorded by compounds 42b (Ar = 4-NO 2 -Ph, 98.38%), 42g (Ar = 3-NO 2 -Ph, 90.32%), 42i (Ar = -CHCH-Ph, 90.32%), and 42j (Ar = 2-OH,5-NO 2 -Ph, 89.08%) as compared with the result of ascorbic acid (94.62%). Also, compounds 42a (65.83%), 42d (71.91%), 42e (59.03%), and 42f (58.76%) displayed good antioxidant activities.…”